An inhibitor of NOS
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L-NNA

Item No. 80220

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N5-[imino(nitroamino)methyl]-L-ornithine
CAS Number
2149-70-4
Synonyms
  • L-NG-Nitroarginine
  • NG-nitro-L-Arginine
Molecular Formula
C6H13N5O4
Formula Weight
219.2
Purity
≥99%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: <50 µg/mlDMSO: <50 µg/mlEthanol: <50 µg/mlPBS pH 7.2: 1 mg/ml
SMILES
N=C(NCCC[C@H](N)C(=O)O)N[N](=O)O
InChi Code
InChI=1S/C6H13N5O4/c7-4(5(12)13)2-1-3-9-6(8)10-11(14)15/h4H,1-3,7H2,(H,12,13)(H3,8,9,10)
InChi Key
MRAUNPAHJZDYCK-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $17

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    5 g

    $63

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    10 g

    $108

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    50 g

    $469

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    Product Description

    L-NNA is a competitive inhibitor of nitric oxide synthase (NOS) with selectivity for the neuronal and endothelial isoforms of the enzyme. Although L-NAME is much more soluble than L-NNA in aqueous systems, a hydrolysis step is required to “activate” L-NAME, thus adding complexity to an in vivo experiment.1 L-NNA inhibits nNOS, eNOS, and iNOS with Ki values of 15 nM (bovine), 39 nM (human), and 4.4 µM (mouse), respectively.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Griffith, O.W., and Kilbourn, R.G. Nitric oxide synthase inhibitors: Amino acids. Methods Enzymol. 268, 375-392 (1996).

    2. Furfine, E.S., Harmon, M.F., Paith, J.E., et al. Selective inhibition of constitutive nitric oxide synthase by L-NG-nitroarginine. Biochemistry 32, 8512-8517 (1993).

    3. Garvey, E.P., Tuttle, J.V., Covington, K., et al. Purification and characterization of the constitutive nitric oxide synthase from human placenta. Arch. Biochem. Biophys. 311(2), 235-241 (1994).